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Our Newsletter

Devil's Head Resort

Windy City Ski offers Ski Vacation Packages to Devils Head Ski Resort. Travel from Chicago to the Wisconsin resort by bus with ease and convenience!



Passionate skiers and snowboarders of all levels enjoy the Devil's Head diverse terrain. The ski slopes are pampered almost as much as the guests: they get groomed twice a day – the slopes that is – to make sure guests experience the best Wisconsin skiing possible.

Midwest skiers and boarders in-the-know go to Devil's Head ski resort for its new terrain parks with longer trails, more flow, and more rails in one run than any other ski area in Wisconsin. Devil's Head has been a longtime favorite of intermediate skiers because of its long, cruising slopes that create an exhilarating ride without the harshness of bumps and glades. Intermediate skiers aren't the only ones loving Devil's Head; beginner and advanced skiers have their fair share of exciting slopes, as well.

New for Ski Season:

Devil's Head is adding a brand new Dopplemayr Quad Chairlift to the resort called "The Glacial Express" which will be operable for the 2010/2011 Ski & Snowboard Season. The new variable-speed, 4 person chairlift is located in front of our Cliffhaus and will whisk skiers & riders to the top of our slopes. The unloading ramp has been raised about 10 feet in height and graded beautifully for easy access to the top of most of the resorts trails.

The famous Devil's Den bar has been completely remodeled and you will enjoy the ambience, surround sound system, and flat screen TV's!


  • 300 Acres of Terrain, the third largest in the Midwest
  • 30 Ski Trails
  • 30% Beginner beginner.png
  • 40% Intermediate intermediate.png
  • 30% Expert expert.png
  • 10 Lifts total including 3 Quad Chair Lifts, 1 Triple Chair Lift, 6 Double Chair Lifts, 2 Magic Carpet that minimize wait times
    Lift Capacity: 16,500 skiers per hour
  • Snowmaking: 100%
  • Gold Merit Ski School Status with PSIA Instructors (Professional Ski Instructors of America)
  • Over 100 years of combined grooming experience
  • Terrain Park!